Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Jerusalem | 2019/05/21 08:25 | Yshai Oliel v Julian Ocleppo | 6-7,2-6 |
| Challenger Jerusalem | 2019/05/20 07:00 | Julian Ocleppo v Yair Sarouk | 6-1,6-4 |
| Challenger Rome | 2019/05/06 15:00 | Mate Valkusz v Julian Ocleppo | 6-2,6-2 |
| Challenger Ostrava | 2019/04/29 08:00 | Enrico Dalla Valle v Julian Ocleppo | 6-2,6-2 |
| Challenger Francavilla | 2019/04/23 14:20 | Julian Ocleppo v Rudolf Molleker | 4-6,6-3,4-6 |
| Challenger Francavilla | 2019/04/22 09:00 | Julian Ocleppo v Johan Sebastien Tatlot | 6-3,3-6,6-2 |
| ATP Monte Carlo | 2019/04/14 09:00 | Julian Ocleppo v Guido Andreozzi | 3-6,1-6 |
| ATP Monte Carlo | 2019/04/13 09:00 | Mischa Zverev v Julian Ocleppo | 6-7,6-7 |
| Challenger Puerto Vallarta | 2019/05/05 22:00 | John-Patrick Smith v Sebastian Ofner | 6-7,6-3,3-6 |
| Challenger Puerto Vallarta | 2019/05/04 22:00 | Alejandro Tabilo v John-Patrick Smith | 1-6,6-3,3-6 |
| Challenger Puerto Vallarta | 2019/05/03 22:00 | John-Patrick Smith v Yusuke Takahashi | 6-3,6-4 |
| Challenger Puerto Vallarta | 2019/05/03 01:00 | Dustin Brown v John-Patrick Smith | 3-6,6-3,2-6 |
| Challenger Leon | 2019/04/24 19:30 | Danilo Petrovic v John-Patrick Smith | 6-3,6-4 |
| Challenger San Luis Potosi | 2019/04/16 21:55 | Alexandre Muller v John-Patrick Smith | 6-4,4-6,7-6 |
| Challenger Monterrey | 2019/04/03 03:35 | John-Patrick Smith v Christopher Eubanks | 3-6,7-6,5-7 |
| Challenger Monterrey | 2019/04/02 02:05 | John-Patrick Smith v Manuel Sanchez | 6-4,6-2 |